Gamolenic Acid
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Also known as .gamma.-linolenic acid18:3(N-6)Acide gamoleniqueAcido gamolenicoC18:3 (n-6)Delta-linolenic acidEfamast 40Efamast 80EpocEpogamEpogam 40Epogam 80Epogam paedGam-oGamma linolenic acidGamma-linolenateGammalinolenic acidGammolinGamolenic-acid
Summary
Gamolenic Acid (CHEMBL464982) is a phase-3 clinical-stage small molecule (ATC D11AX02); indicated across 2 conditions including rheumatoid arthritis and asthma.
At a glance
- Status: Max clinical phase 3 (not approved)
- Modality: Small molecule
- ATC class: D11AX02 (+1 more)
- Indications: 2 conditions
- Clinical trials: 4
- Chemistry: 278.4 Da · C18H30O2
Identifiers
Drug identity and classification
| Field | Value |
|---|---|
| ChEMBL ID | CHEMBL464982 |
| Name | Gamolenic Acid |
| Type | Small molecule |
| Max phase | 3 |
| FDA approved | no |
| PubChem CID | 5280933 |
| ChEBI | CHEBI:28661 |
| ATC | D11AX02, D11AX52 |
| Molecular formula | C18H30O2 |
| Molecular weight | 278.4 |
| InChIKey | VZCCETWTMQHEPK-QNEBEIHSSA-N |
SMILES: CCCCC/C=C\C/C=C\C/C=C\CCCCC(=O)O
IUPAC name: (6Z,9Z,12Z)-octadeca-6,9,12-trienoic acid
ChEBI definition: A C18, ω-6 acid fatty acid comprising a linolenic acid having cis- double bonds at positions 6, 9 and 12.
Other ChEBI roles (chemical / environmental): human metabolite, plant metabolite, mouse metabolite.
Also known as: .gamma.-linolenic acid, 18:3(N-6), Acide gamolenique, Acido gamolenico, C18:3 (n-6), Delta-linolenic acid, Efamast 40, Efamast 80, Epoc, Epogam, Epogam 40, Epogam 80
Patent coverage: 12,072 distinct patent families (26,552 SureChEMBL compound mentions), from 1 matched compound structure(s). Mentions count patents naming the compound (not distinct inventions), so promiscuous / reference molecules inflate the mention figure — families are the dedup metric.
Targets
Targets
Broader ChEMBL bioactivity targets: 11 (assay-derived). Sample: Lethal(3)malignant brain tumor-like protein 1, 3-oxo-5-alpha-steroid 4-dehydrogenase 2, Beta-lactamase, Estrogen receptor, Coagulation factor VII/tissue factor, Prostaglandin G/H synthase 1, Peroxisome proliferator-activated receptor gamma, Peroxisome proliferator-activated receptor alpha, Caspase-6, Peroxisome proliferator-activated receptor delta.
Bioactivity
ChEMBL activities: 8 potent at pChembl ≥ 5 of 13 total. Top 30 by potency (10 = 0.1 nM, 6 = 1 µM):
| Target | pChembl | Type | Value | Unit | Activity ID |
|---|---|---|---|---|---|
| PPARA | 6.57 | IC50 | 270 | nM | CHEMBL_ACT_12477762 |
| PPARA | 6.57 | IC50 | 270 | nM | CHEMBL_ACT_12604668 |
| CASP6 | 6.3 | AC50 | 505 | nM | CHEMBL_ACT_14373717 |
| PPARD | 6.12 | IC50 | 750 | nM | CHEMBL_ACT_12604636 |
| PPARG | 5.66 | IC50 | 2200 | nM | CHEMBL_ACT_12604652 |
| FFAR1 | 5.33 | EC50 | 4620 | nM | CHEMBL_ACT_16454738 |
| PTGS1 | 5.31 | AC50 | 4911 | nM | CHEMBL_ACT_25205558 |
| P00811 | 5.3 | Potency | 5012 | nM | CHEMBL_ACT_4657859 |
Target pathways
No target-pathway data for this drug (no mapped target genes).
Indications & clinical
Indications
2 indications (0 at ChEMBL trial phase 4). Phase below is the highest clinical-trial phase recorded for this drug against each disease — not the molecule’s overall approval status (that is in the Summary).
| Indication | Trial phase | MONDO | EFO |
|---|---|---|---|
| rheumatoid arthritis | 3 | MONDO:0008383 | EFO:0000685 |
| asthma | 1 | MONDO:0004979 | MONDO:0004979 |
Clinical trials
Total trials: 4.
Phase distribution
| Phase | Trials |
|---|---|
| Not specified | 2 |
| PHASE4 | 1 |
| PHASE2 | 1 |
Top trials by phase / activity
| NCT | Phase | Status | Title |
|---|---|---|---|
| NCT00878670 | PHASE4 | COMPLETED | Investigation of Efficacy and Safety of EPOGAM |
| NCT01179971 | PHASE2 | COMPLETED | n-3 and n-6 Fatty Acids in Rheumatoid Arthritis |
| NCT00004420 | Not specified | COMPLETED | Study of Gammalinolenic Acid for Juvenile Rheumatoid Arthritis |
| NCT04481724 | Not specified | COMPLETED | Gamma-linolenic Acid Supplementation Study |
Clinical evidence (CIViC)
No CIViC predictive evidence (expected for non-precision-medicine drugs).
Pharmacology
Pharmacogenomics
No PharmGKB pharmacogenomic data curated for this drug.
Related molecules
Related molecules
No competitor molecules sharing a primary target (ChEMBL phase ≥2 or PubChem drug-class).
Related Atlas pages
- Diseases: rheumatoid arthritis